Month: March 2021

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 24398-88-7, name is Ethyl 3-bromobenzoate, A new synthetic method of this compound is introduced below., name: Ethyl 3-bromobenzoate

The 3-morpholinobenzoyl chloride used as a starting material was prepared as follows: A mixture of ethyl 3-bromobenzoate (1.92 ml), morpholine (1.25 ml), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.336 g), sodium tert-butoxide (1.615 g) and tris(dibenzylideneacetone)dipalladium(0) (0.33 g) and toluene (25 ml) was stirred and heated to 90 C. for 18 hours under argon. The reaction mixture was allowed to cool to ambient temperature and extracted with 1M hydrochloric acid. The aqueous phase was basified with concentrated sodium hydroxide solution and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated. The residual oil was purified by column chromatography on silica gel using a 47:3 mixtute of methylene chloride and methanol as eluent. There was thus obtained N-(3-morpholinobenzoyl)morpholine (0.45 g).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; AstraZeneca AB; US6465455; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 1150566-27-0

A heterogeneous mixture of 2-(3-fluorophenyl)piperidine (0.1 g, 0.6 mmol), spray dried potassium fluoride (0.12 g, 2.2 mmol) and ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (I-7) (0.1 g, 0.4 mmol) in DMSO (3 mL) was heated to 100 C. for 18 hours. The mixture was poured into water, extracted with EtOAc, washed with brine, dried over sodium sulfate, filtered and concentrated. The crude was purified by column chromatography on silica gel with DCM/MeOH gradient as eluant to yield ethyl 6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazine-3-carboxylate (X-156). 1H NMR (400 MHz, MeOD-d4) delta 8.17 (s, 1 H), 8.01 (d, J=10 Hz, 1H), 7.42-7.36 (m, 2H), 7.13-7.05 (m, 3H), 5.70 (s, 1H), 2.02-1.94 (m, 1 H), 1.79-1.70 (m, 1H), 1.63-1.57 (m, 2H), 1.47-1.37 (m, 1H), 1.29 (t, J=7.2 Hz, 3H). MS m/z 369.2 (M+1)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; IRM LLC; US2012/65184; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 59247-47-1, name is tert-Butyl 4-bromobenzoate, molecular formula is C11H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: tert-Butyl 4-bromobenzoate

Example 80 [0240] A mixture of 1 ,3,4-oxathiazinane 3,3-dioxide (70 mg, 1 .30 mmol), tert-butyl 4-bromobenzoate (100 mg, 0.39 mmol), palladium acetate (9 mg, 0.04 mmol), Xantphos (34 mg, 0.06 mmol), and cesium carbonate (192 mg, 0.59 mmol) in dioxane (1 .0 ml_) in a microwave vial was degassed with argon and subjected to microwave irradiation: 100 ¡ãC for 2 hrs. The mixture was then partitioned between ethyl acetate and water, and the organic layer was dried (sodium sulfate), concentrated, and purified via silica chromatography (eluent: methanol in dichloromethane) to afford the product tert-butyl 4-(3,3-dioxido-1 ,3,4-oxathiazinan-4-yl)benzoate (121 mg, 98percent) as a white solid. 1 H-NMR (400 MHz, d6-DMSO): delta 7.93-7.91 (m, 2H), 7.46-7.44 (m, 2H), 5.00 (s, 2H), 4.08-4.06 (m, 2H), 3.94-3.92 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 59247-47-1, its application will become more common.

Reference:
Patent; NANT HOLDINGS IP, LLC; TAO, Chunlin; YU, Chengzhi; ARP, Forrest; WEINGARTEN, Paul; SOON-SHIONG, Patrick; WO2014/71298; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 1186-73-8, name is Trimethyl methanetricarboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: esters-buliding-blocks

Step 9; methyl ll-(((tert-butyldimethylsilyl)oxy)methyl)-l-(2,4-dimethoxybenzyl)-4- hydroxy-10-methyl-2-oxo-2,5,6,7,8,10-hexahydro-lH- pyrido [3 ‘,2’ : 7,8] cycloocta [1,2-f] indole-3-carboxylate Crude N-(2-((tert-butyldimethylsilyloxy)methyl)- 1 -methyl-7,8,9, 10-tetrahydro- 1 H- cycloocta[f]indol-5(6H)-ylidene)-l-(2,4-dimethoxyphenyl)methanamine (-0.60 g, 1.17 mmol) and trimethyl methanetricarboxylate (0.37 g, 1.95 mmol) were mixed together in Ph 0 (2.5 mL). With stirring, the mixture was placed onto a pre-heated heat block at 230 C and heated for 10 min after the initial bubbling of MeOH was observed (occurs at -160 C internal reaction temperature). The reaction mixture was cooled to room temperature, then purified by column chromatography (hexanes, followed by EtOAc/hexanes 0-60% gradient) to yield the product as a yellow foam (0.3750 g, 51%, 2 steps). XH NMR (500 MHz, CHCl3-i/) delta ppm 0.10 (s, 3 H) 0.11 (s, 3 H) 0.91 (s, 9 H) 1.33 – 1.51 (m, 3 H) 1.80 – 1.90 (m, 1 H) 2.02 (t, J=7.7 Hz, 1 H) 2.13 (t, J=12.0 Hz, 1 H) 2.55 (dd, J=13.6, 7.3 Hz, 1 H) 2.82 (dd, J=13.2, 7.6 Hz, 1 H) 3.10 (s, 3 H) 3.76 (s, 3 H) 3.77 (s, 3 H) 4.03 (s, 3 H) 4.80 (d, J=13.2 Hz, 1 H) 4.82 (d, J=13.2 Hz, 1 H) 4.96 – 5.26 (m, 2 H) 6.12 (d, J=2.5 Hz, 1 H) 6.24 (s, 1 H) 6.32 (dd, J=8.5, 2.2 Hz, 1 H) 6.81 (d, J=8.5 Hz, 1 H) 7.04 (s, 1 H) 7.11 (s, 1 H) 13.73 (s, 1 H). LC-MS 647.5 [M+H]+, RT 1.90 min.

The synthetic route of Trimethyl methanetricarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; BRANSTROM, Arthur; JOSYULA, Vara Prasad, Venkata Nagendra; ARNOLD, Michael, Andrew; GERASYUTO, Aleksey, I.; KARP, Gary; WANG, Jiashi; WO2013/33228; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 120974-97-2, name is (E)-Methyl 2-(methoxyimino)-2-(o-tolyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

(1) Methyl-(E)-2-(2-tolyl)-2-methoxyiminoacetate (4.74 g) was dissolved in carbon tetrachloride (100 ml), and N-bromosuccinimide (4.89 g) and benzoylperoxide (554 mg) were added thereto. The resultant mixture was heated under reflux for 1 hour and cooled to room temperature. Insoluble materials were removed by filtration. On concentration of the solvent, the residue was purified by silica gel column chromatography with a mixture of hexane and ethyl acetate to give methyl-(E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate (6.98 g). 1 H-NMR: 3.89 (3H, s), 4.07 (3H, s), 4.34 (2H, s), 7.13-7.17 (1H, m), 7.34-7.47 (3H, m).

The synthetic route of 120974-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi Seiyaku Kabushiki Kaisha; US5185342; (1993); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 623-47-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 623-47-2, name is Ethyl propiolate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ethyl propiolate (98mg, 1.0mmol) in methanol (2mL), catalytic PtCl2 (5mg, 0.02mmol) was added. The mixture was stirred at 60C for 12h. The reaction solution was cooled to room temperature, and CH2Cl2 (20mL) was added. The mixture was then filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel with hexane-ethyl acetate (20:1) as the eluent to give a mixture of (E)-ethyl 3-methoxyacrylate (4) and ethyl 3,3-dimethoxypropanoate (5) (112mg, 85% yield, 4_5=13:1, the ratio was determined by 1H NMR) as a colorless oil.

The synthetic route of Ethyl propiolate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Qian; Zhang, Changyuan; Wen, Chunxiao; Fang, Jin; Du, Zhiyun; Wu, Dongling; Catalysis Communications; vol. 56; (2014); p. 101 – 105;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 34846-90-7, name is Methyl 3-methoxyacrylate, A new synthetic method of this compound is introduced below., Computed Properties of C5H8O3

Reference Production Example 1 (0548) A mixture of 21.1 g of methyl 3-methoxyacrylate, 10.0 g of hydrazine hydrate, and 20 mL of methanol was stirred with heating under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure to obtain 11.0 g of 1H-pyrazol-3-ol. 1H-pyrazol-3-ol (0549) (0550) 1H-NMR (DMSO-d6) delta (ppm): 10.22 (1H, s), 7.35 (1H, d, J=2.2 Hz), 5.43 (1H, d, J=2.2 Hz)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; HOU, Zengye; TAKAHASHI, Teruki; (156 pag.)US2016/174558; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 99548-55-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 99548-55-7 as follows.

A mixture of potassium acetate (649.2 mg, 6.55 mmol), 1,1?- bis(diphenylphosphino)ferrocene palladium dichloride (159.7 mg, 0.22 mmol),bis(pinacolato)diboron (1108.5 mg, 4.37 mmol) and methyl 4-bromo-2-methylbenzoate (500.0 mg, 2.18 mmol) in 1,4-dioxane (20 mL) was stirred at 110 ¡ãC for 4 h under N2 protection, and evaporated to dryness. The residue was taken up in EtOAc (30 mL), washed with water (20 mL x 2) and brine (20 mL), dried over Mg504 and concentrated. The residue was purified by flash column chromatography (10percent ethyl acetate in petroleum ether, Rf = 0.6) to afford methyl 2-methyl-4-(4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)benzoate (400 mg, 66.4percent yield) as a yellow oil.

According to the analysis of related databases, 99548-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RQX PHARMACEUTICALS, INC.; GENENTECH, INC.; CHEN, Yongsheng; SMITH, Peter Andrew; ROBERTS, Tucker Curran; HIGUCHI, Robert I.; PARASELLI, Prasuna; KOEHLER, Michael F. T.; SCHWARZ, Jacob Bradley; CRAWFORD, James John; LY, Cuong Q.; HANAN, Emily J.; HU, Huiyong; YU, Zhiyong; (424 pag.)WO2017/84630; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 13412-12-9,Some common heterocyclic compound, 13412-12-9, name is Methyl 3-(methylamino)but-2-enoate, molecular formula is C6H11NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 2: 2-(4-Bromo-benzoyl)-3-oxo-butyric acid methyl ester To 3-methylamino-but-2-enoic acid methyl ester (5.0 g, 39.1 mmol) in THF (100 mL) was added pyridine (3.7 mL, 47 mmol). The mixture was cooled to 0 C. and 4-bromobenzoyl chloride (8.55 g, 39.1 mmol) in THF (30 mL) was added dropwise over 2 minutes. The reaction was warmed to room temperature over 1 hour and stirred overnight. Aqueous workup provided the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-(methylamino)but-2-enoate, its application will become more common.

Reference:
Patent; Amira Phamaceuticals, Inc.; US2011/82181; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 792-74-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 792-74-5, name is Dimethyl [1,1′-biphenyl]-4,4′-dicarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A sample of 4,4′-biphenyldicarboxylate dimethyl ester, 2.0 g, was place in a 50 ml 2 neck 24/40 flask with stirring bar. Then trifluoroacetic acid, 10 ml, was added, and the mix was cooled to 0 0C. The cooled mixture was treated with 90% nitric acid, 0.38 ml, and then trifluoroacetic anhydride , 1.91 ml was added dropwise. TLC with 1 :8 ethyl acetate/hexanes on silica ant 30 minutes post TFAA showed some SM, and a new lower RF product. The mix was stirred 1 hour at 0 0C, then 3 hours at room temperature. The mixture was then poured into 100 ml of cold water, giving a gummy precipitate. The mix was treated with 80 ml of ethyl acetate and 20 ml of hexanes. The layers were separated, and the organic layer was washed with 100 ml of water. The organic layer was then stirred with 20 g of sodium bicarbonate in 100 ml of water. The ethyl acetate was evaporated in vacuo. The residue was treated with 100 ml of hexanes, heated to a boil, and diluted with ethyl acetate hot until a solution was obtained, then hexanes was added to a total volume of 200 ml. The mix was cooled to room temperature, and the resulting solids were collected by filtration, washed with 10 ml hexanes, and air dried to give 2-nitro-4,4′-biphenyldicarboxylate dimethyl ester, 1.319 g.NMR 500 MH D6DMS0: 8.51, d, J=IJ, IH, 8.31, dd, J=U, 8.1, IH, 8.06, dd, J=1.8, 8.3, 2H, 7.76, d, J=8, IH, 7.56, dd, J=1.8, 8.4, 2H, 3.94, s, 3H, 3.89, s, 3H

The synthetic route of Dimethyl [1,1′-biphenyl]-4,4′-dicarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IMMUSOL INCORPORATED; WO2008/21745; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics